Photoredox Nickel-Catalyzed Dehydrogenative Alkoxycarbonylation of Benzylic C─H Bonds.

Authors

Chengcheng Fan, Jianing Wu, Peng Wang, Bangkui Yu, Tianze Zhang, Hanmin Huang

Published in

Angewandte Chemie (International ed. in English). Pages e3574678. Sep 08, 2026. Epub Sep 08, 2026.

Abstract

Radical-mediated transition-metal-catalyzed C─H carbonylation represents a direct and powerful approach for the synthesis of carbonyl compounds; however, the stoichiometric oxidants typically required for hydrogen atom abstraction hamper the extensive application of these protocols and raise environmental concerns. In this study, we report a photoredox Ni-catalyzed acceptorless dehydrogenative alkoxycarbonylation of alkylarenes with releasing hydrogen gas (H₂) as the sole byproduct. A variety of benzylic carboxylates, benzofuranones, and lactones with different frameworks were obtained with high selectivity through intermolecular and intramolecular alkoxycarbonylation. The reaction is distinguished by broad functional-group compatibility with radical-quenching phenolic hydroxyl group applicable. Notably, the use of biphosphine ligand promotes the reductive elimination of acylnickel(II) intermediate with alcohols while suppressing undesired single-electron oxidative addition with benzylic radical.

PMID:
42711679
Bibliographic data and abstract were imported from PubMed on 09 Sep 2026.

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